Book The Best Hotels in Far Southwest Side, IL for 2026 from CA $101 - Fully Refundable Options

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Our top choices for Far Southwest Side hotels

A modern hotel room with a large bed, a bedside table, a nightstand, and a wall-mounted light fixture.

A modern hotel room with a large bed, a nightstand, a wall-mounted lamp, and a door.

A room with a window, a white shelf, a colorful striped rug, and a large number '6' on the wall.

1. Motel 6 - Chicago, IL

Washington Heights

Nazli

CA $128

CA $150 total

includes taxes & fees

Oct 20 - Oct 21

A hotel room with a bed, a desk, a chair, a lamp, and a window with curtains.

A reception desk with various notices and a security camera.

A motel with a row of parking spaces and a building with a red roof and beige walls.

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

Ashburn

Aniya

CA $101

CA $129 total

includes taxes & fees

Oct 7 - Oct 8

A brick building with a restaurant named "BARCLAYS" and a sign for "THE COTTAGE OF OAK BURTON."

A bar area with a checkered floor, wooden chairs, a bar counter, and two televisions mounted on the wall.

A residential street with a sidewalk, houses, and greenery.

A dimly lit restaurant with booths and tables, featuring a large clock and a television screen on the wall.

3. Carleton of Oak Park

Oak Park

Brad

CA $172

CA $191 total

includes taxes & fees

Oct 30 - Oct 31

A spacious dining area with multiple tables and chairs, large windows with a view of the city, and a modern ceiling design.

A modern conference room with a marble table, patterned chairs, a flat-screen TV, and a large window with a view of trees and parked cars.

A snack and beverage kiosk with various snacks and drinks.

A hotel room with a large bed, a TV mounted on the wall, a desk with a chair, and a microwave.

4. SureStay Plus Hotel by Best Western Chicago Lombard

Highland Hills

Blessing

CA $127

CA $141 total

includes taxes & fees

Oct 8 - Oct 9

A large, historic building with a central courtyard surrounded by trees.

A restaurant interior with wooden tables and chairs, a carpeted floor, and framed pictures on the walls.

A marina with numerous boats docked, surrounded by a cityscape with high-rise buildings and a stadium.

A hotel room with two beds, a desk with a television, a chair, a desk lamp, and a painting on the wall.

5. Hilton Chicago

Downtown Chicago

Anna

CA $236

CA $323 total

includes taxes & fees

Oct 30 - Oct 31

A modern interior with a bar area, seating, and decorative wooden panels.

A reception area with a marble counter, decorative Buddha statues, and a wall with a quote.

A modern hotel with a prominent "Grant Park Hotel" sign and "Best Western" branding.

A hotel room with a flat-screen TV, a wooden cabinet, a round table, a blue sofa, a desk with a computer, and a large window with curtains.

6. Best Western Grant Park Hotel

Downtown Chicago

Shelby Ryann

CA $230

CA $273 total

includes taxes & fees

Oct 25 - Oct 26

A modern kitchen with a large window, a dining area, and a view of the sea.

A modern restaurant interior with a long counter, booths, and tables.

A modern living room with a sectional sofa, a fireplace, and a large window offering a city view.

A modern bar area with a long counter, multiple bar stools, and a mix of seating options including a high table and chairs.

7. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

Jayne

CA $259

CA $308 total

includes taxes & fees

Oct 25 - Oct 26

A modern hotel lobby with large windows, leather sofas, and a view of the cityscape.

A lobby with a checkered floor, an ATM, a potted plant, a reception desk, computers, and a staircase.

A compact kitchen with a microwave, coffee maker, and sink.

A restaurant with booths, tables, and a green wall in the background.

8. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

Sandra

CA $151

CA $179 total

includes taxes & fees

Nov 2 - Nov 3

A modern hotel lobby with grey upholstered chairs, a wooden coffee table, and a large window offering a view of the city and an American flag.

A tall, modern hotel with a brick facade and numerous windows.

9. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Downtown Chicago

Anand

CA $155

CA $185 total

includes taxes & fees

Nov 2 - Nov 3

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

A grand ballroom with ornate ceiling decorations, multiple chandeliers, and a central table with a white tablecloth.

A spacious bar area with a central bar, multiple seating options including bar stools and tables, and a well-lit ceiling with recessed lighting.

A cityscape with various buildings, including a prominent skyscraper and a classical building with arched windows.

10. Congress Plaza Hotel

Downtown Chicago

Katimah

CA $165

CA $197 total

includes taxes & fees

Nov 2 - Nov 3

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

A waterfront cityscape with modern buildings, a Ferris wheel, and several cruise ships docked.

A spacious outdoor dining area with large windows overlooking the sea, featuring multiple tables and stools.

11. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Shanequa

CA $327

CA $438 total

includes taxes & fees

Nov 1 - Nov 2

A couple sitting on a blue couch with a table in front of them, holding drinks and a pizza.

A laundry area with a washing machine, a dryer, and an ice dispenser.

A person sitting on a blue couch with a dog beside them, holding a glass of wine, and a pizza on a wooden board on a table.

A modern interior with a dining area, sofas, and artwork on the walls.

12. Hotel Saint Clair- Magnificent Mile

Downtown Chicago

Adhba

CA $158

CA $191 total

includes taxes & fees

Nov 2 - Nov 3

A modern kitchen with a marble island, fruit bowls, and a city view.

A modern hotel room with a city view, a seating area with two sofas and a coffee table, and a dining area with a table and chairs.

A modern lounge area with a central bar, seating arrangements, and a decorative chandelier.

A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

13. Fairmont Chicago at Millennium Park

Downtown Chicago

Ruby

CA $265

CA $366 total

includes taxes & fees

Oct 31 - Nov 1

A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

A modern lobby with a seating area, a bar, and a green wall.

A hotel reception area with a modern design, featuring a wooden panel wall and a marble reception desk.

Transparent igloo-like structures with seating inside, set on a wooden deck with snow on the ground, surrounded by tall buildings.

14. DoubleTree by Hilton Chicago - Magnificent Mile

Downtown Chicago

Poua

CA $187

CA $222 total

includes taxes & fees

Nov 2 - Nov 3

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

A Hampton Inn hotel with a modern facade, large windows, and a welcoming entrance.

An indoor swimming pool with clear windows, green chairs, and a tiled deck.

A hotel room with two beds, a desk, a chair, a TV, and a window with a view.

15. Hampton Inn Chicago-O'Hare International Airport

Schiller Park

karen

CA $178

CA $205 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

A reception area with a desk, a seating area with a blue sofa, and a bookshelf filled with books.

A restaurant with booths and tables, a television on the wall, and a view of the street outside.

A modern hotel room with a sofa, armchairs, a coffee table, a flat-screen TV, and a patterned wall.

16. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

John

CA $245

CA $291 total

includes taxes & fees

Nov 3 - Nov 4

A person pouring champagne into a glass near a window overlooking a cityscape with a Ferris wheel.

A rooftop terrace with a view of a beach and a Ferris wheel, featuring lounge chairs and a colorful mural.

A modern bar area with high stools, a bar counter, and shelves of liquor bottles.

A modern hotel lobby with a large sign reading "THE WADE," a spacious area with a patterned floor, large windows offering views, and potted plants.

17. The Wade

Downtown Chicago

Erin

CA $202

CA $241 total

includes taxes & fees

Nov 1 - Nov 2

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

A view from a window with a cityscape in the background, including modern buildings and a clear sky.

A modern gym with various exercise equipment, large windows, and a city view.

A modern interior with a long counter, glass partitions, and a brick wall backdrop.

18. Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

Joel

CA $275

CA $327 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with high ceilings, large arched windows, and a grand staircase.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

19. The Chicago Hotel Collection Ambassador Gold Coast

Downtown Chicago

Marta

CA $204

CA $242 total

includes taxes & fees

Nov 1 - Nov 2

A long dining table with chairs, overhead lighting, and a marble wall with a decorative ceiling.

A grand lobby with ornate ceiling artwork, chandeliers, and a prominent 'P' emblem.

A grand hall with a central aisle, ornate chandeliers, and rows of chairs.

A modern building with large glass windows and a covered walkway.

20. Palmer House a Hilton Hotel

Downtown Chicago

Gabriella

CA $271

CA $365 total

includes taxes & fees

Oct 31 - Nov 1

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Stay near popular Far Southwest Side attractions

Beverly Arts Center

Beverly Arts Center is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

See properties

Highland Community Bank

Learn about the local history of Chicago when you take a trip to Highland Community Bank.

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Final Call Newspaper Headquarters

Find out about the history of Chicago with a stop at Final Call Newspaper Headquarters.

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Carter G. Woodson Library

You can enjoy some culture when you stop by Carter G. Woodson Library in Chicago. Make some time to visit the shops while you're in the area.

See properties

Top Far Southwest Side Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent

"Room was clean and staff helpful."

Sports Illustrated Resorts Chicago

10/10 Excellent

"Absolutely loved it! Staff were all so nice and helpful. So closed to everything! River walk, The Bean, Chicago theater, Hello Kitty cafe, London House rooftop, Michigan Ave, you can also get The Wendella boat tour just walking distance as well, definitely staying here again!"

The Godfrey Hotel Chicago

10/10 Excellent

"The staff had a great attitude, and the bartenders were incredibly nice and welcoming. They even gave us complimentary water and were happy to answer our questions about the area. We had a great experience and will definitely return the next time we’re visiting Chicago!"

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"NO breakfast available"

Congress Plaza Hotel

8/10 Good

"There was some noise outside during the night and made it a bit hard for me to sleep well."

Hilton Chicago

10/10 Excellent

"A bit on the older end but in very good shape despite it's age. Huge hotel, very fast elevators which is a big bonus. No waiting. Great location and awesome for a Bears game."

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"beautful. clean"

The Royal Sonesta Chicago Downtown

8/10 Good

"Location is great for downtown. Valet parking is pricey - $80/night. Room was spacious, clean and the bathroom was plenty big. However, I returned one night around 1 a.m. and was met with "I need to see your I.D....What room are you in?" I found this a bit off-putting, as I have never had to do this at any other property around the world in far more prestigious hotels. It left a bit of a bad taste in my mouth on Royal Sonesta...."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Fan of Michael Jordan, but it is not a good restaurant. Poor quality of food and bad service"

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL

CA $88

CA $101 total

Oct 20 - Oct 21

includes taxes & fees

Red Roof Inn PLUS+ Chicago - Willowbrook

7535 Kingery Highway Willowbrook IL

CA $115

CA $128 total

Oct 19 - Oct 20

includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street Lombard IL

CA $127

CA $141 total

Oct 8 - Oct 9

includes taxes & fees

9/10 Wonderful! (3,050 reviews)

Travelodge by Wyndham Downtown Chicago

65 E Harrison St Chicago IL

CA $151

CA $179 total

Nov 2 - Nov 3

includes taxes & fees

7.8/10 Good! (2,889 reviews)

Hampton Inn Chicago Downtown/Magnificent Mile

160 E Huron Street Chicago IL

CA $156

CA $185 total

Nov 1 - Nov 2

includes taxes & fees

Hampton Inn Chicago-O'Hare International Airport

3939 N Mannheim Rd Schiller Park IL

CA $178

CA $205 total

Nov 1 - Nov 2

includes taxes & fees

9.4/10 Exceptional! (2,397 reviews)

Hotels in Far Southwest Side with star rating

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Find hotels in Far Southwest Side, IL from CA $101

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Far Southwest Side

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Far Southwest Side hotels

1. Motel 6 - Chicago, IL

2. Saratoga Motel By Capital O Near Midway Airport Chicago IL

3. Carleton of Oak Park

4. SureStay Plus Hotel by Best Western Chicago Lombard

5. Hilton Chicago

6. Best Western Grant Park Hotel

7. Homewood Suites by Hilton Chicago Downtown South Loop

8. Travelodge by Wyndham Downtown Chicago

9. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10. Congress Plaza Hotel

11. Sable at Navy Pier Chicago, Curio Collection by Hilton

12. Hotel Saint Clair- Magnificent Mile

13. Fairmont Chicago at Millennium Park

14. DoubleTree by Hilton Chicago - Magnificent Mile

15. Hampton Inn Chicago-O'Hare International Airport

16. Hilton Vacation Club Hotel Blake Chicago

17. The Wade

18. Hyatt House Chicago/West Loop-Fulton Market

19. The Chicago Hotel Collection Ambassador Gold Coast

20. Palmer House a Hilton Hotel

Stay near popular Far Southwest Side attractions

Beverly Arts Center

Highland Community Bank

Final Call Newspaper Headquarters

Carter G. Woodson Library

Top Far Southwest Side Hotel Reviews

Club Quarters Hotel, Central Loop, Chicago

Sports Illustrated Resorts Chicago

The Godfrey Hotel Chicago

Hotel Saint Clair- Magnificent Mile

Congress Plaza Hotel

Hilton Chicago

The Chicago Hotel Collection Ambassador Gold Coast

The Royal Sonesta Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Red Roof Inn PLUS+ Chicago - Willowbrook

SureStay Plus Hotel by Best Western Chicago Lombard

Travelodge by Wyndham Downtown Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago-O'Hare International Airport

Hotels in Far Southwest Side with star rating

Explore a world of travel with Expedia

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